Reactivity of semiquinone radical anions of hydroxyperylenequinone with oxygen

Journal of Photochemistry and Photobiology B: Biology

Volumn 33, Issue 3, 1996, Pages 261-266

  An, Jing Yi ^a   Hu, Yi Zhen ^a   Jiang, Li Jin ^a  

^a INSTITUTE OF GEOLOGY AND GEOPHYSICS   (China)

Author keywords

Conjugated base; Electron transfer; Hypocrellin; Perylenequinone; Semiquinone radical anion

Indexed keywords

ANION; HYDROGEN PEROXIDE; HYDROXYL GROUP; OXYGEN RADICAL; PHENOL; PROTON; QUINONE DERIVATIVE; RADICAL; SEMIQUINONE;

ARTICLE; ELECTRON SPIN RESONANCE; ELECTRON TRANSPORT; PHOTOCHEMISTRY; PRIORITY JOURNAL; ULTRAVIOLET RADIATION;

EID: 0029891727     PISSN: 10111344     EISSN: None     Source Type: Journal    
DOI: 10.1016/1011-1344(95)07254-3     Document Type: Article

References (25)

1. N.W. Fu, Y.X. Chu, L.X. Yuan, J.Y. An and Z. J. Diwu, The photodynamic therapy of neoplastic cells by hypocrellin A, Chin. J. Oncol., 10 (1988) 80.
2. N.W. Fu, Y.X. Chu and J.Y. An, Photodynamic action of hypocrellin A on hepatoma cell mitochondria and microsome, Acta Pharm. Sin., 10 (1989) 371-373.
3. Z.J. Wang, M.H. Zhang and L.J. Jiang, Detection of semiquinone radical anion of hypocrellins by ESR spectroscopy, Acta Chem. Sin., 50 (2) (1992) 186.
4. J.Y. An, K.H. Zhao and L.J. Jiang, Photochemistry of hypocrellin A VII, photoinduced one-electron reduction of hypocrellins, Sci. China B, 34 (11) (1991) 1281 (English edition).
5. -, Chin. Sci. Bull., 37 (12) (1992) 1007.
6. J.Y. An and L.J. Jiang, The photoinduced electron transfer between hypocrellins and BNAH, Chin. Sci. Bull., 38 (14) (1993) 1171.
7. J.Y. An, M.H. Zhang, G.Y. Wu, G.Z. Ma and L.J. Jiang, Photochemistry of hypocrellin A II, hypocrellin A sensitized photooxidation of olefins, Sci. Sin. B, 11 (1985) 975.
8. Z.Y. Zhang, L.Y. Zang, G.R. Xu, N.B. Tao and D.H. Wang, Characteristic of the primary reaction of hypocrellin A photosensitization, Sci. Sin., 32 (1989) 1063 (English edition).
9. 2) generated during photosensitization of hypocrellin A, Photochem. Photobiol., 52 (1990) 677-683.
10. N.H. Wang and Z.Y. Zhang, Relationship between photosensitizing activities and chemical structure of hypocrellin A and B, J. Photochem. Photobiol. B: Biol., 14 (1992) 207-217.
11. Z.J. Diwu and J.W. Lown, Photosensitization by anticancer agents 12. Perylene quinone pigments, a novel type of singlet oxygen sensitizer, J. Photochem. Photobiol. A: Chem., 64 (1992) 273-287.
12. -) generated during photosensitization of hypocrellin B, Free Radical Biol. Med., 14 (1993) 1.
13. A. Anne and J. Moiroux, One electron reduction of various substituted anthraquinones. Reactivity of the radical anions with oxygen in aprotic media, Nouv. J. Chim., 8 (4) (1984) 259-266.
14. K. Reszka, P.G. Tsoungas and J.W. Lown, Photosensitization by anticancer agents. I: production of singlet oxygen during irradiation of anthrapyrazoles with visible light, Photochem. Photobiol., 43 (1986) 499-504.
15. H.D.H. Showalter, D.W. Fry, W.R. Leopold, J.W. Lown, J.A. Plambeck and K. Reska, Design, biochemical pharmacology, electrochemistry and tumor diology of antitumor anthrapyrazoles, Anticancer Drug. Des., 1 (1985) 73-85.
16. K.H. Zhao and L.J. Jiang, Conversion of hypocrellin A in alkaline and neutral media, Youji Huaxue, 9 (1989) 252-254.
17. K.H. Zhao and L.J. Jiang, Structural modification in hypocrellin pigments, Youji Huaxue, 10 (1990) 339.
18. S.F. Zou, G.X. Mai, H.D. Wang and Y. Liu, Determination of the dissociation constants of polyacid of indicators by isosbestic point-spectrophotometric method, Acta Chim. Sin., 44 (7) (1986) 826.
19. Z. Diwu and J.W. Lown, Photosensitization with anticancer agents 14. Perylenequinonoid pigments as new potential photodynamic therapeutic agents: formation of tautomeric semiquinone radicals, J. Photochem. Photobiol. A: Chem., 69 (1992) 191-199.
20. Y.Z. Hu, J.Y. An and L.J. Jiang, Studies of the sulfonation of hypocrellin A and the photodynamic actions of the product, J. Photochem. Photobiol. B: Biol., 17 (1993) 195-201.
21. W.L. Xia, M.H. Zhang, L.J. Jiang and Z.Z. Wang, Study on the nanosecond transient absorption spectra of hypocrellin A, Sci. Sin. B, 35 (1992) 1409-1415.
22. J. Mayer and R. Krasluklands, Absorption spectra of the radical ions of quinones: a pulse radiolysis study, J. Chem. Soc. Faraday Trans., 87 (1991) 2943-2947.
23. D.H. Chin, G. Chiericato, E.J. Nanni and D.T. Sawyer, Proton-induced disproportionation of superoxide ion in aprotic media, J. Am. Chem. Soc., 104 (1982) 1296.
24. J.R. Harbour and M.L. Hair, Detection of superoxide ions in nonaqueous media. Generation by photolysis of pigment dispersions, J. Phys. Chem., 82 (12) (1978) 1397-1399.
25. D.T. Sawyer and J.S. Valentine, How super is superoxide, Acc. Chem. Res., 14 (1981) 393-400.